Ultraviolet-curable liquid developer

Patent metadata

Field	Value
Publication number	US-9766568-B2
Application number	US-201514666760-A
Country	US
Kind code	B2
Filing date	Mar 24, 2015
Priority date	Nov 28, 2013
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

An ultraviolet-curable liquid developer contains a cationically polymerizable liquid monomer, a photoinitiator, and a toner particle insoluble in the cationically polymerizable liquid monomer. The cationically polymerizable liquid monomer is a vinyl ether compound, and the photoinitiator is a compound having a particular structure.

First claim

The invention claimed is:

1. An ultraviolet-curable liquid developer comprising:
a cationically polymerizable liquid monomer;
a photoinitiator; and
a toner particle insoluble in the cationically polymerizable liquid monomer, the toner particle containing a binder resin and a pigment, wherein
the cationically polymerizable liquid monomer is a vinyl ether compound, and
the photoinitiator is represented by formula (1),

where R1 and R2 bond to each other to form a condensed ring structure, and the CxFy group is selected from the group consisting of a pentafluoroethyl group, a heptafluoro-n-propyl group, a nonafluoro-n-butyl group, a perfluoro-n-hexyl group, a perfluoro-n-octyl group, a perfluoroisopropvl group, a perfluoro-tert-butyl group, a perfluoro-2-ethylhexyl group, a perfluorocyclobutyl group, a perfluorocyclopentyl group, a perfluorocyclohexyl group, a perfluoro(1-cyclohexyl)methyl group, a pentafluorophenyl group and a 3-trifluoromethyltetrafluorophenyl group.

2. The ultraviolet-curable liquid developer according to claim 1 , wherein the cationically polymerizable liquid monomer is a vinyl ether compound which has a vinyl ether group and does not have a heteroatom in a portion other than the vinyl ether group.

3. The ultraviolet-curable liquid developer according to claim 1 , wherein the cationically polymerizable liquid monomer is a vinyl ether compound which has a vinyl ether group and does not have a double bond in a portion other than the vinyl ether group.

4. The ultraviolet-curable liquid developer according to claim 1 , wherein the cationically polymerizable liquid monomer is selected from the group consisting of dicyclopentadiene vinyl ether, cyclohexanedimethanol divinyl ether, tricyclodecane vinyl ether, trimethylolpropane trivinyl ether, 2-ethyl-1,3-hexanediol divinyl ether, 2,4-diethyl-1,5-pentanediol divinyl ether, 2-butyl-2-ethyl-1,3-propanediol divinyl ether, neopentyl glycol divinyl ether, pentaerythritol tetravinyl ether, and 1,2-decanediol divinyl ether.

5. The ultraviolet-curable liquid developer according to claim 1 , wherein C x F y is selected from the group consisting of a pentafluoroethyl group, a heptafluoro-n-propyl group, a nonafluoro-n-butyl group, and a pentafluorophenyl group.

6. The ultraviolet-curable liquid developer according to claim 1 , wherein the content of the binder resin in the toner particle is 50 to 1000 parts by mass relative to 100 parts by mass of the pigment in the toner particle.

7. The ultraviolet-curable liquid developer according to claim 1 , wherein the volume resistivity of the ultraviolet-curable liquid developer is 1×10 10 to 1×10 13 Ωcm.

8. The ultraviolet-curable liquid developer according to claim 1 , wherein a content of the photoinitiator is 0.01 to 5 parts by mass relative to 100 parts by mass of the cationically polymerizable liquid monomer.

9. The ultraviolet-curable liquid developer according to claim 1 , wherein the vinyl ether compound is represented by formula (B-27)

10. The ultraviolet-curable liquid developer according to claim 1 , wherein the photoinitiator is represented by formula (A-26)

11. An ultraviolet-curable liquid developer comprising:
a cationically polymerizable liquid monomer;
a photoinitiator; and
a toner particle insoluble in the cationically polymerizable liquid monomer, the toner particle containing a binder resin and a pigment, wherein
the cationically polymerizable liquid monomer is a vinyl ether compound, and
the photoinitiator is represented by formula (A-26)

 and
wherein the vinyl ether compound is represented by formula (B-27)

12. An image forming method by electrophotography, the method comprising the steps of:
charging a surface of an image carrier,
forming an electrostatic latent image on the surface of the image carrier by exposure,
developing the formed electrostatic latent image using an ultraviolet-curable liquid developer,
transferring the developer image onto a recording medium, and
fixing the transferred developer image on the recording medium by irradiation the transferred developer image with ultraviolet rays, wherein
the ultraviolet-curable liquid developer comprises:
a cationically polymerizable liquid monomer;
a photoinitiator; and
a toner particle insoluble in the cationically polymerizable liquid monomer, the toner particle containing a binder resin and a pigment,
the photoinitiator being represented by formula (1),

where x represents an integer of 1 to 8, y represents an integer of 3 to 17, and R1 and R2 bond to each other to form a ring structure.

13. The image forming method according to claim 12 , wherein the cationically polymerizable liquid monomer is a vinyl ether compound which has a vinyl ether group and does not have a heteroatom in a portion other than the vinyl ether group.

14. The image forming method according to claim 12 , wherein the cationically polymerizable liquid monomer is a vinyl ether compound which has a vinyl ether group and does not have a double bond in a portion other than the vinyl ether group.

15. The image forming method according to claim 12 , wherein the cationically polymerizable liquid monomer is selected from the group consisting of dicyclopentadiene vinyl ether, cyclohexanedimethanol divinyl ether, tricyclodecane vinyl ether, trimethylolpropane trivinyl ether, 2-ethyl-1,3-hexanediol divinyl ether, 2,4-diethyl-1,5-pentanediol divinyl ether, 2-butyl-2-ethyl-1,3-propanediol divinyl ether, neopentyl glycol divinyl ether, pentaerythritol tetravinyl ether, and 1,2-decanediol divinyl ether.

16. The image forming method according to claim 12 , wherein CxFy is selected from the group consisting of a trifluoromethyl group, a pentafluoroethyl group, a heptafluoro-n-propyl group, a nonafluoro-n-butyl group, and a pentafluorophenyl group.

17. The image forming method according to claim 12 , wherein the content of the binder resin in the toner particle is 50 to 1000 parts by mass relative to 100 parts by mass of the pigment in the toner particle.

18. The image forming method according to claim 12 , wherein the volume resistivity of the ultraviolet-curable liquid developer is 1×10 10 to 1×10 13 Ωcm.

19. The image forming method according to claim 12 , wherein a content of the photoinitiator is 0.01 to 5 parts by mass relative to 100 parts by mass of the cationically polymerizable liquid monomer.

20. The ultraviolet-curable liquid developer according to claim 1 , wherein the photoinitiator is represented by formula (A-4), (A-5), (A-6), (A-7), (A-9), (A-10), (A-11), (A-12), (A-16), (A-17), (A-24), (A-25), (A-26), or (A-27):

21. The ultraviolet-curable liquid developer according to claim 20 , wherein the photo

Assignees

• Canon Kk

Inventors

• Ito Junji
• Sato Naotake
• Aichi Yasuhiro

Classifications

• C08F216/12

  by an ether radical · CPC title

• G03G9/131

  obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• G03G9/125

  characterised by the liquid · CPC title

• C08F216/16

  Monomers containing no hetero atoms other than the ether oxygen · CPC title

• G03G9/12 Primary

  in liquid developer mixtures · CPC title